Bis(2,2′-bipyridine-κ2N,N′)bis­(dicyan­amido-κN1)cadmium

Mal, D.; Sen, R.; Brandao, P.; Lin, Z.

doi:10.1107/S1600536812044108

metal-organic compounds

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ISSN: 2056-9890

Volume 68| Part 11| November 2012| Page m1428

doi:10.1107/S1600536812044108

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Bis(2,2′-bipyridine-κ²N,N′)bis(dicyanamido-κN¹)cadmium

Dasarath Mal,^a Rupam Sen,^a Paula Brandao ^a and Zhi Lin ^a ^*

^aDepartment of chemistry, CICECO, University of Aveiro, 3810-193 Portugal
^*Correspondence e-mail: zlin@ua.pt

(Received 1 October 2012; accepted 24 October 2012; online 31 October 2012)

In the title compound, [Cd(C₂N₃)₂(C₁₀H₈N₂)₂], the Cd^II ion is coordinated in a distorted octahedral environment by four N atoms from two chelating 2,2′-bipyridine ligands and two N atoms from two monodentate dicyanamide ligands. The dihedral angle between the mean planes of the two bipyridine ligands is 87.67 (6)°.

Related literature

For background to materials with metal–bpy–dca framework structures, see: Mal et al. (2006 , 2007 ). For related structures, see: Wang et al. (2012 ); Luo et al. (2002 ).

Experimental

Crystal data

[Cd(C₂N₃)₂(C₁₀H₈N₂)₂]
M_r = 556.87
Monoclinic, P 2₁ /c
a = 9.5586 (3) Å
b = 14.9260 (5) Å
c = 16.7007 (6) Å
β = 100.521 (2)°
V = 2342.66 (14) Å³
Z = 4
Mo Kα radiation
μ = 0.97 mm⁻¹
T = 150 K
0.30 × 0.16 × 0.03 mm

Data collection

Bruker SMART CCD diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2008 ) T_min = 0.760, T_max = 0.972
25970 measured reflections
6309 independent reflections
5064 reflections with I > 2σ(I)
R_int = 0.033

Refinement

R[F² > 2σ(F²)] = 0.028
wR(F²) = 0.069
S = 1.01
6309 reflections
316 parameters
H-atom parameters constrained
Δρ_max = 0.48 e Å⁻³
Δρ_min = −0.39 e Å⁻³

Data collection: SMART (Bruker, 2008); cell refinement: SAINT (Bruker, 2008); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 (Farrugia, 1997 ); software used to prepare material for publication: SHELXL97 (Sheldrick, 2008).

Supporting information

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536812044108/lh5540sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536812044108/lh5540Isup2.hkl

checkCIF report

Comment top

Coordination polymers containing dicyanamide [dca^-, N(CN)₂^-] have gained attention in the last decade due to their versatile binding modes where the three possible donor sites allow monodentate to pentadentate binding to the metal centre (Mal et al., 2006; Wang et al., 2012; Luo et al. 2002). Herein, we present the crystal structure of the title complex.

The molecular structure of the title compound is shown in Fig. 1. The Cd^II ion is coordinated by six N atoms, two of which are from monodentate dca ligands and four N atoms are from from two chelating bpy ligands. The coordination geometry is distorted octahedral. The Cd—N_bpy and Cd—N_dca bond distances are comparable with a previously reported cadmium-dca-bpy complex (Luo et al., 2002). The Cd—N_dicyanamido bond lengths are slightly shorter than the Cd—N_bipyridine lengths. The crystal structure of the Mn(II) analog of the title compound has been published previously (Wang et al., 2012).

Related literature top

For background to materials with metal–bpy–dca framework structures, see: Mal et al. (2006, 2007). For related structures, see: Wang et al. (2012); Luo et al. (2002).

Experimental top

An aqueous solution (5 ml) of dca (0.178 g, 2 mmol) was mixed with an aqueous solution (5 ml) of Cd(NO₃)₂.4H₂O (0.155 g, 0.5 mmol), at room temperature. The solution was stirred for 10 min. Then a methanolic solution (8 ml) containing bpy (0.312 g, 2 mmol) was added drop wise into the above solution. After the mixture was stirred for about 15 minutes at room temperature. It was filtrated and the filtrate was left for slow evaporation in air. Plate-shaped colorless crystals of [Cd(N(CN)₂)₂(bpy)₂] were obtained from the mother liquor by slow evaporation at room temperature after two weeks.

Computing details top

Data collection: SMART (Bruker, 2008); cell refinement: SAINT (Bruker, 2008); data reduction: SAINT (Bruker, 2008); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 (Farrugia, 1997); software used to prepare material for publication: SHELXL97 (Sheldrick, 2008).

Figures top

Fig. 1. The molecular structure of the title complex with 30% displacement ellipsoids.

Bis(2,2'-bipyridine-κ²N,N')bis(dicyanamido- κN¹)cadmium top

Crystal data top

[Cd(C₂N₃)₂(C₁₀H₈N₂)₂]	F(000) = 1112
M_r = 556.87	D_x = 1.579 Mg m⁻³
Monoclinic, P2₁/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 320 reflections
a = 9.5586 (3) Å	θ = 3.0–29.2°
b = 14.9260 (5) Å	µ = 0.97 mm⁻¹
c = 16.7007 (6) Å	T = 150 K
β = 100.521 (2)°	Plate, colourless
V = 2342.66 (14) Å³	0.30 × 0.16 × 0.03 mm
Z = 4

Data collection top

Bruker SMART CCD diffractometer	6309 independent reflections
Radiation source: fine-focus sealed tube	5064 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.033
ϕ and ω scans	θ_max = 29.2°, θ_min = 1.8°
Absorption correction: multi-scan (SADABS; Bruker, 2008)	h = −12→13
T_min = 0.760, T_max = 0.972	k = −19→20
25970 measured reflections	l = −22→22

Refinement top

Refinement on F²	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F² > 2σ(F²)] = 0.028	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.069	H-atom parameters constrained
S = 1.01	w = 1/[σ²(F_o²) + (0.0331P)² + 0.4905P] where P = (F_o² + 2F_c²)/3
6309 reflections	(Δ/σ)_max = 0.003
316 parameters	Δρ_max = 0.48 e Å⁻³
0 restraints	Δρ_min = −0.39 e Å⁻³

Crystal data top

[Cd(C₂N₃)₂(C₁₀H₈N₂)₂]	V = 2342.66 (14) Å³
M_r = 556.87	Z = 4
Monoclinic, P2₁/c	Mo Kα radiation
a = 9.5586 (3) Å	µ = 0.97 mm⁻¹
b = 14.9260 (5) Å	T = 150 K
c = 16.7007 (6) Å	0.30 × 0.16 × 0.03 mm
β = 100.521 (2)°

Data collection top

Bruker SMART CCD diffractometer	6309 independent reflections
Absorption correction: multi-scan (SADABS; Bruker, 2008)	5064 reflections with I > 2σ(I)
T_min = 0.760, T_max = 0.972	R_int = 0.033
25970 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.028	0 restraints
wR(F²) = 0.069	H-atom parameters constrained
S = 1.01	Δρ_max = 0.48 e Å⁻³
6309 reflections	Δρ_min = −0.39 e Å⁻³
316 parameters

Special details top

Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes.

Refinement. Refinement of F² against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F², conventional R-factors R are based on F, with F set to zero for negative F². The threshold expression of F² > σ(F²) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F² are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq
Cd	0.516014 (15)	0.704173 (9)	0.110929 (9)	0.02649 (5)
N1	0.41014 (17)	0.82838 (11)	0.02936 (11)	0.0301 (4)
C2	0.2810 (2)	0.86215 (15)	0.03317 (15)	0.0377 (5)
H2	0.2321	0.8397	0.0736	0.045*
C3	0.2167 (2)	0.92750 (15)	−0.01854 (16)	0.0427 (6)
H3	0.1255	0.9499	−0.0139	0.051*
C4	0.2872 (3)	0.95978 (15)	−0.07727 (17)	0.0458 (6)
H4	0.2447	1.0044	−0.1145	0.055*
C5	0.4210 (2)	0.92643 (14)	−0.08159 (15)	0.0402 (5)
H5	0.4719	0.9485	−0.1213	0.048*
C6	0.4796 (2)	0.86051 (12)	−0.02727 (12)	0.0278 (4)
C7	0.6241 (2)	0.82153 (13)	−0.02755 (13)	0.0283 (4)
C8	0.7115 (2)	0.85346 (15)	−0.07896 (15)	0.0407 (5)
H8	0.6806	0.9009	−0.1159	0.049*
C9	0.8445 (3)	0.81530 (16)	−0.07568 (18)	0.0502 (7)
H9	0.9060	0.8366	−0.1102	0.060*
C10	0.8865 (2)	0.74695 (16)	−0.02259 (17)	0.0447 (6)
H10	0.9770	0.7196	−0.0200	0.054*
C11	0.7949 (2)	0.71808 (14)	0.02755 (15)	0.0356 (5)
H11	0.8244	0.6710	0.0651	0.043*
N12	0.66591 (17)	0.75460 (11)	0.02463 (10)	0.0271 (3)
N13	0.61503 (18)	0.80134 (11)	0.21846 (11)	0.0287 (4)
C14	0.7419 (2)	0.84160 (15)	0.22300 (13)	0.0348 (5)
H14	0.7974	0.8280	0.1828	0.042*
C15	0.7948 (2)	0.90175 (16)	0.28339 (15)	0.0418 (5)
H15	0.8852	0.9290	0.2852	0.050*
C16	0.7134 (2)	0.92151 (16)	0.34129 (15)	0.0424 (6)
H16	0.7470	0.9629	0.3836	0.051*
C17	0.5827 (2)	0.88063 (14)	0.33726 (13)	0.0355 (5)
H17	0.5255	0.8937	0.3767	0.043*
C18	0.5361 (2)	0.82024 (12)	0.27498 (12)	0.0264 (4)
C19	0.3954 (2)	0.77364 (12)	0.26621 (12)	0.0267 (4)
C20	0.3047 (2)	0.78768 (14)	0.32058 (15)	0.0397 (5)
H20	0.3319	0.8264	0.3659	0.048*
C21	0.1738 (3)	0.74494 (16)	0.30853 (16)	0.0448 (6)
H21	0.1094	0.7554	0.3447	0.054*
C22	0.1381 (2)	0.68769 (15)	0.24420 (15)	0.0392 (5)
H22	0.0499	0.6566	0.2354	0.047*
C23	0.2340 (2)	0.67635 (15)	0.19240 (14)	0.0372 (5)
H23	0.2093	0.6372	0.1472	0.045*
N24	0.36027 (18)	0.71798 (11)	0.20291 (11)	0.0309 (4)
N25	0.6584 (2)	0.59039 (14)	0.16670 (14)	0.0484 (5)
C26	0.7001 (2)	0.54121 (14)	0.21884 (15)	0.0354 (5)
N27	0.73104 (19)	0.48378 (13)	0.27762 (12)	0.0397 (4)
C28	0.8637 (2)	0.46549 (14)	0.31152 (14)	0.0353 (5)
N29	0.9733 (2)	0.44417 (17)	0.34649 (15)	0.0559 (6)
N30	0.3634 (2)	0.61331 (13)	0.02748 (12)	0.0435 (5)
C31	0.2583 (2)	0.59524 (13)	−0.01597 (14)	0.0343 (5)
N32	0.1425 (2)	0.58623 (12)	−0.06940 (13)	0.0432 (5)
C33	0.0734 (2)	0.51007 (15)	−0.08012 (14)	0.0344 (5)
N34	0.00240 (19)	0.44904 (14)	−0.09561 (14)	0.0459 (5)

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Cd	0.02787 (8)	0.03095 (8)	0.02186 (8)	−0.00212 (6)	0.00773 (6)	−0.00153 (6)
N1	0.0289 (9)	0.0325 (8)	0.0294 (10)	0.0026 (7)	0.0065 (8)	−0.0025 (7)
C2	0.0318 (11)	0.0428 (12)	0.0401 (13)	0.0052 (9)	0.0111 (10)	−0.0044 (10)
C3	0.0324 (11)	0.0428 (12)	0.0510 (16)	0.0109 (10)	0.0020 (11)	−0.0049 (11)
C4	0.0445 (13)	0.0374 (12)	0.0509 (16)	0.0089 (10)	−0.0035 (12)	0.0056 (11)
C5	0.0443 (13)	0.0370 (11)	0.0388 (14)	0.0041 (10)	0.0062 (11)	0.0084 (10)
C6	0.0314 (10)	0.0264 (9)	0.0249 (10)	−0.0007 (8)	0.0031 (8)	−0.0048 (8)
C7	0.0321 (10)	0.0272 (9)	0.0269 (11)	−0.0009 (8)	0.0090 (9)	−0.0036 (8)
C8	0.0475 (13)	0.0372 (11)	0.0422 (14)	0.0033 (10)	0.0212 (11)	0.0083 (10)
C9	0.0491 (14)	0.0480 (14)	0.0626 (18)	0.0002 (11)	0.0347 (14)	0.0078 (12)
C10	0.0346 (12)	0.0457 (13)	0.0589 (17)	0.0044 (10)	0.0223 (12)	−0.0011 (12)
C11	0.0329 (11)	0.0353 (11)	0.0410 (13)	0.0065 (9)	0.0133 (10)	0.0006 (9)
N12	0.0288 (8)	0.0284 (8)	0.0255 (9)	0.0024 (7)	0.0088 (7)	−0.0001 (7)
N13	0.0280 (8)	0.0356 (9)	0.0227 (9)	−0.0041 (7)	0.0049 (7)	−0.0012 (7)
C14	0.0297 (11)	0.0466 (12)	0.0283 (12)	−0.0080 (9)	0.0057 (9)	−0.0051 (10)
C15	0.0361 (12)	0.0536 (13)	0.0350 (13)	−0.0155 (10)	0.0051 (10)	−0.0047 (11)
C16	0.0421 (13)	0.0481 (13)	0.0354 (14)	−0.0117 (10)	0.0034 (11)	−0.0138 (11)
C17	0.0369 (11)	0.0419 (11)	0.0283 (12)	−0.0028 (9)	0.0074 (9)	−0.0074 (9)
C18	0.0299 (10)	0.0275 (9)	0.0217 (10)	0.0009 (8)	0.0043 (8)	0.0017 (8)
C19	0.0301 (10)	0.0269 (9)	0.0239 (10)	0.0005 (8)	0.0072 (8)	0.0025 (8)
C20	0.0425 (13)	0.0434 (12)	0.0376 (13)	−0.0101 (10)	0.0188 (11)	−0.0136 (10)
C21	0.0454 (13)	0.0496 (13)	0.0473 (16)	−0.0104 (11)	0.0290 (12)	−0.0103 (12)
C22	0.0318 (11)	0.0450 (12)	0.0436 (14)	−0.0107 (9)	0.0145 (10)	−0.0046 (10)
C23	0.0367 (12)	0.0444 (11)	0.0326 (12)	−0.0116 (10)	0.0118 (10)	−0.0085 (10)
N24	0.0298 (9)	0.0382 (9)	0.0261 (9)	−0.0071 (7)	0.0087 (7)	−0.0058 (7)
N25	0.0481 (12)	0.0464 (11)	0.0526 (14)	0.0119 (9)	0.0146 (11)	0.0123 (10)
C26	0.0342 (11)	0.0325 (10)	0.0420 (14)	0.0008 (9)	0.0133 (10)	−0.0061 (10)
N27	0.0353 (10)	0.0417 (10)	0.0427 (12)	−0.0015 (8)	0.0083 (9)	0.0088 (9)
C28	0.0379 (12)	0.0388 (11)	0.0310 (12)	−0.0051 (9)	0.0110 (10)	−0.0014 (9)
N29	0.0376 (12)	0.0804 (16)	0.0485 (14)	0.0001 (11)	0.0051 (10)	0.0099 (13)
N30	0.0526 (12)	0.0437 (10)	0.0341 (11)	−0.0161 (10)	0.0079 (10)	−0.0037 (9)
C31	0.0452 (13)	0.0306 (10)	0.0307 (12)	−0.0054 (9)	0.0166 (11)	−0.0002 (9)
N32	0.0390 (11)	0.0396 (10)	0.0486 (13)	−0.0037 (8)	0.0019 (10)	0.0130 (9)
C33	0.0281 (10)	0.0406 (11)	0.0334 (12)	0.0036 (9)	0.0028 (9)	0.0059 (10)
N34	0.0316 (10)	0.0450 (11)	0.0561 (15)	0.0024 (9)	−0.0052 (10)	−0.0059 (10)

Geometric parameters (Å, º) top

Cd—N25	2.267 (2)	N13—C14	1.343 (3)
Cd—N30	2.273 (2)	C14—C15	1.376 (3)
Cd—N12	2.3347 (15)	C14—H14	0.9500
Cd—N24	2.3352 (16)	C15—C16	1.379 (3)
Cd—N13	2.3672 (17)	C15—H15	0.9500
Cd—N1	2.4111 (17)	C16—C17	1.381 (3)
N1—C6	1.339 (3)	C16—H16	0.9500
N1—C2	1.345 (3)	C17—C18	1.387 (3)
C2—C3	1.372 (3)	C17—H17	0.9500
C2—H2	0.9500	C18—C19	1.497 (3)
C3—C4	1.374 (4)	C19—N24	1.338 (3)
C3—H3	0.9500	C19—C20	1.381 (3)
C4—C5	1.387 (3)	C20—C21	1.387 (3)
C4—H4	0.9500	C20—H20	0.9500
C5—C6	1.385 (3)	C21—C22	1.366 (3)
C5—H5	0.9500	C21—H21	0.9500
C6—C7	1.500 (3)	C22—C23	1.381 (3)
C7—N12	1.338 (3)	C22—H22	0.9500
C7—C8	1.388 (3)	C23—N24	1.341 (3)
C8—C9	1.385 (3)	C23—H23	0.9500
C8—H8	0.9500	N25—C26	1.153 (3)
C9—C10	1.363 (4)	C26—N27	1.296 (3)
C9—H9	0.9500	N27—C28	1.320 (3)
C10—C11	1.386 (3)	C28—N29	1.147 (3)
C10—H10	0.9500	N30—C31	1.159 (3)
C11—N12	1.341 (3)	C31—N32	1.296 (3)
C11—H11	0.9500	N32—C33	1.311 (3)
N13—C18	1.342 (2)	C33—N34	1.137 (3)

N25—Cd—N30	94.29 (8)	C7—N12—C11	119.39 (17)
N25—Cd—N12	96.04 (6)	C7—N12—Cd	119.90 (12)
N30—Cd—N12	102.20 (6)	C11—N12—Cd	120.70 (14)
N25—Cd—N24	101.70 (7)	C18—N13—C14	118.97 (18)
N30—Cd—N24	92.35 (6)	C18—N13—Cd	117.65 (13)
N12—Cd—N24	156.12 (6)	C14—N13—Cd	123.28 (14)
N25—Cd—N13	91.17 (7)	N13—C14—C15	122.7 (2)
N30—Cd—N13	162.47 (6)	N13—C14—H14	118.6
N12—Cd—N13	93.75 (6)	C15—C14—H14	118.6
N24—Cd—N13	70.21 (6)	C14—C15—C16	118.3 (2)
N25—Cd—N1	165.14 (6)	C14—C15—H15	120.8
N30—Cd—N1	87.49 (7)	C16—C15—H15	120.8
N12—Cd—N1	69.20 (5)	C17—C16—C15	119.5 (2)
N24—Cd—N1	92.96 (6)	C17—C16—H16	120.2
N13—Cd—N1	91.49 (6)	C15—C16—H16	120.2
C6—N1—C2	118.44 (19)	C16—C17—C18	119.20 (19)
C6—N1—Cd	117.60 (13)	C16—C17—H17	120.4
C2—N1—Cd	123.74 (14)	C18—C17—H17	120.4
N1—C2—C3	123.1 (2)	N13—C18—C17	121.26 (18)
N1—C2—H2	118.4	N13—C18—C19	116.36 (17)
C3—C2—H2	118.4	C17—C18—C19	122.38 (18)
C2—C3—C4	118.5 (2)	N24—C19—C20	121.09 (19)
C2—C3—H3	120.8	N24—C19—C18	117.21 (17)
C4—C3—H3	120.8	C20—C19—C18	121.70 (19)
C3—C4—C5	119.2 (2)	C19—C20—C21	119.6 (2)
C3—C4—H4	120.4	C19—C20—H20	120.2
C5—C4—H4	120.4	C21—C20—H20	120.2
C6—C5—C4	119.2 (2)	C22—C21—C20	119.4 (2)
C6—C5—H5	120.4	C22—C21—H21	120.3
C4—C5—H5	120.4	C20—C21—H21	120.3
N1—C6—C5	121.58 (19)	C21—C22—C23	118.0 (2)
N1—C6—C7	116.02 (18)	C21—C22—H22	121.0
C5—C6—C7	122.40 (19)	C23—C22—H22	121.0
N12—C7—C8	121.14 (19)	N24—C23—C22	123.1 (2)
N12—C7—C6	116.98 (17)	N24—C23—H23	118.4
C8—C7—C6	121.88 (19)	C22—C23—H23	118.4
C9—C8—C7	119.1 (2)	C19—N24—C23	118.77 (17)
C9—C8—H8	120.4	C19—N24—Cd	118.43 (12)
C7—C8—H8	120.4	C23—N24—Cd	122.69 (14)
C10—C9—C8	119.5 (2)	C26—N25—Cd	152.39 (18)
C10—C9—H9	120.2	N25—C26—N27	173.1 (2)
C8—C9—H9	120.2	C26—N27—C28	122.02 (19)
C9—C10—C11	118.8 (2)	N29—C28—N27	172.9 (2)
C9—C10—H10	120.6	C31—N30—Cd	155.35 (19)
C11—C10—H10	120.6	N30—C31—N32	171.7 (2)
N12—C11—C10	122.0 (2)	C31—N32—C33	122.00 (19)
N12—C11—H11	119.0	N34—C33—N32	172.3 (2)
C10—C11—H11	119.0

Experimental details

Crystal data
Chemical formula	[Cd(C₂N₃)₂(C₁₀H₈N₂)₂]
M_r	556.87
Crystal system, space group	Monoclinic, P2₁/c
Temperature (K)	150
a, b, c (Å)	9.5586 (3), 14.9260 (5), 16.7007 (6)
β (°)	100.521 (2)
V (Å³)	2342.66 (14)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	0.97
Crystal size (mm)	0.30 × 0.16 × 0.03

Data collection
Diffractometer	Bruker SMART CCD diffractometer
Absorption correction	Multi-scan (SADABS; Bruker, 2008)
T_min, T_max	0.760, 0.972
No. of measured, independent and observed [I > 2σ(I)] reflections	25970, 6309, 5064
R_int	0.033
(sin θ/λ)_max (Å⁻¹)	0.686

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.028, 0.069, 1.01
No. of reflections	6309
No. of parameters	316
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.48, −0.39

Computer programs: SMART (Bruker, 2008), SAINT (Bruker, 2008), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), ORTEP-3 (Farrugia, 1997).

Acknowledgements

DM (SFRH/BPD/65056/2009) wishes to thank FCT for financial support.

References

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